

Affiliate Marketing & Side Hustles on the Doug.Show
Doug Cunnington, PMP
The Doug Show is where I’ll talk to other marketers, side hustlers, & experts, share success stories, talk about making the leap from corporate worker bee to entrepreneur. We'll go deep on affiliate marketing, side hustles, SEO, entrepreneurship, management, and working online.
Episodes
Mentioned books

Jan 19, 2026 • 41min
Sustainable Solopreneur 7 Rules for Online Success - DS600
I give you 7 ideas for being successful online.
Brought to you by Semrush Affiliate Program
Promote the Semrush Affiliate Program, which offers high commissions (up to $300 per sale) and a long 120-day cookie window, by highlighting their new AI Visibility Toolkit that solves the current business pain point of tracking brand presence on AI platforms like ChatGPT and Google AI Mode.
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MileHighFi Etsy
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00:00 Introduction and Overview
02:29 Think Long Term
08:32 Incremental Stair Step Approach
15:23 SEMrush Affiliate Program
17:56 Avoid Burnout
24:12 Focus on Revenue Drivers
28:56 Take Action Over Research
34:08 Learn from Others’ Mistakes
36:28 Don’t Copy End Stage Giants
39:33 Conclusion and Call to Action

Jan 12, 2026 • 49min
17 things I wish I knew before working online | DS599
I’ve been working online, self employed for over 10 years. Here are some things I’ve learned.

Jan 5, 2026 • 39min
New Years Goals with Project Management - DS598
Set goals for the year and use project management to get it done! (Okay, think of it like a New Years Resolution…)
Brought to you by Semrush Affiliate Program
Promote the Semrush Affiliate Program, which offers high commissions (up to $300 per sale) and a long 120-day cookie window, by highlighting their new AI Visibility Toolkit that solves the current business pain point of tracking brand presence on AI platforms like ChatGPT and Google AI Mode.
Get the download! It’s a checklist of some of the ideas in the episode. It is basically a one-pager of show notes.
Also, check out:
MileHighFi Etsy
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Mile High Fi
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Dec 29, 2025 • 60min
Etsy Giftable Print on Demand - DS597 [rebroadcast]
I give a short update on upcoming episodes. Then, I talk to Emily Odio-Sutton to discuss running a successful print on demand business on Etsy. Emily shares her journey of transitioning to full-time self-employment and the adjustments she made to manage her time effectively.
$500K in 2 Years Esty Print on Demand DS550
Giftlab
I’m an affiliate for all of the above, so if you buy something, I may get a commission. Thanks!
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
Contact me. Ask Questions!
Send me an email here: feedback@doug.show
Leave a voicemail: (406) 813-0613
00:00 Introduction
12:48 Adjusting to Full-Time Self-Employment
17:32 Business Performance and Strategies
19:29 The Giftable Concept on Etsy
35:23 Balancing Variety and Cohesion in Your Etsy Shop
39:54 Focusing on Niche Markets and Product Expertise
42:53 Exploring New Products and Creative Opportunities
53:18 Adapting to Market Changes and Future Plans

Dec 22, 2025 • 23min
Calculate Your Net Worth - DS596
I tell you how to calculate your Net Worth, and why tracking this one number is a great idea.
Check out my podcasting and youtube gear
*I’m an affiliate so I get a commission if you buy something.
Also, check out:
MileHighFi Etsy
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More with Doug:
Mile High Fi
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Leave a voicemail: (406) 813-0613
00:00 Introduction
00:29 The Importance of Calculating Net Worth
05:04 Steps to Calculate Your Net Worth
09:19 Tracking Your Financial Progress
11:19 Working with a Financial Advisor
15:21 Guitar Talk: 1933 Kalamazoo KG 11

Dec 15, 2025 • 33min
I Failed To Reach My Goals - DS595
I failed, but was I really trying? Here’s what to do instead…
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
Check out my podcasting and youtube gear
*I’m an affiliate so I get a commission if you buy something.
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
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Send me an email here: feedback@doug.show
Leave a voicemail: (406) 813-0613
00:00 Intro
02:16 Reflecting on 2025 Goals
03:45 Apple Watch Story and Fitness Insights
06:23 Reading and Journaling Habits
16:50 Guitar Adventures and Musical Growth
23:39 Thoughts on AI and Conclusion

Dec 8, 2025 • 47min
Balancing SEO, KDP Books, & AI Tools | Shawna Newman | DS594
I catch up with Shawna Newman to discuss her latest adventures including agency work, YouTube growth, and KDP books for Q4, AI in SEO, the complexities of Reddit marketing, vibe coding and building her own tools.
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
Check out my podcasting and youtube gear
*I’m an affiliate so I get a commission if you buy something.
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
Contact me. Ask Questions!
Send me an email here: feedback@doug.show
Leave a voicemail: (406) 813-0613
00:00 Intro
00:53 Shauna’s Busy Schedule and Agency Work
02:21 Pivoting to Active Selling
04:08 Challenges and Learning in SEO
06:33 AI SEO: The New Frontier
09:26 The Downsides of AI Overviews
20:16 Reddit Marketing Strategies
24:08 Managing Multiple Reddit Accounts
25:17 Reputation Management on Reddit
25:46 Effective Reddit Marketing Strategies
27:42 Challenges and Maintenance of Reddit Accounts
29:45 Introduction to Vibe Coding
30:08 Developing Custom Tools with AI
33:19 Challenges in AI Tool Development
34:25 Issues with Lifetime Deals and SaaS Products
41:07 KDP Book Strategies for Q4
45:17 Upcoming YouTube Content and Conclusion

Dec 1, 2025 • 23min
Goal: Publish 100 Videos | Jesse Lakes | DS593
I chat with Jesse Lakes about his deep dive into video content creation. We discuss his 100 video challenge inspired by his new book, the importance of process and feedback loops, and the unique characteristics of different social media platforms.
00:00 Introduction and Welcome
00:20 Discussing Jesse’s New Book
00:30 Diving into Video Production
02:06 Jesse’s Background in Media Arts
05:45 Challenges and Learnings in Video Creation
09:57 Platform-Specific Insights
18:57 Future Plans and Final Thoughts

Nov 24, 2025 • 31min
Don't Use AI Too Much - DS592
I talk about why I’m using AI less. Ma
Get the FREE eBook here *Use Code DOUG
E-Printables Course*
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
*I’m an affiliate so I get a commission if you buy something.
Check out my podcasting and youtube gear
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
Contact me. Ask Questions!
Send me an email here: feedback@doug.show
Leave a voicemail: (406) 813-0613

Nov 17, 2025 • 52min
Evolution of WordPress, AI Trends, YouTube | Alex Cooper-WPEagle - DS591
We discuss Alex’s recent projects, including his YouTube channel’s direction, his new local project in Spain, how he integrates AI tools into his work, the impacts of AI in various fields, the current state of affiliate marketing, and the benefits and challenges of creating both short and long-form content.
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
Contact me. Ask Questions!
Send me an email here: feedback@doug.show
Leave a voicemail: (406) 813-0613


